Get ready for the ultimate LGBTQ+ escape to sunny Sint Maarten — where adventure, relaxation, and unforgettable memories await! This mostly-inclusive group getaway is made for travelers who love diving, exploring, partying, and soaking up the Caribbean sun with a fun, like-minded crew.

Spend your days in crystal-clear waters, your afternoons relaxing on pristine beaches, and your nights dancing with new friends under the stars. Every detail is covered — you just bring your best energy.

We handle your flights from your Airport to the Island and back! No need to worry about coordinating proper arrival and departure times! Included rates are based on flights from the continental US.

You'll stay at the Luxurious, Oceanfront Villas at Simpson Bay Resort. Steps from the beach with an assortment of pools, a spa, and 5 in house restaurants. We're happy to have called this place home for the last 4 years.

You’ll stay in one of the following luxurious rooms at the Villas, depending on your choice 

- Villas Jr Suite: 2 Double Beds, Kitchenette, Oceanview w/Balcony

- Villas 1 Bedroom Suite: 1 King Bed, 2 Twin Murphey Beds, Full Kitchen, Oceanview w/Balcony

- Villas 2 Bedroom Suite: 1 King Bed, 2 Double Beds, 2 Twin Murphey Beds, Full Kitchen, Oceanview w/Balcony

Each room (except Villas Jr Suite) features a fully equipped open-plan kitchen perfect for preparing your own meals. All rooms feature a private balcony with stunning Caribbean views, unwind in the luxury master bathroom with double sinks, and enjoy thoughtful touches like blackout curtains, complimentary Wi-Fi, air conditioning, and an in-room safe for total comfort.

You'll arrive on island, we'll get you transferred to the resort and checked in. You'll have time for a nap and/or unpack and get acquainted with your room.

Kick things off with a welcome reception to meet your fellow travelers. Drinks and food included!

Start the day (and everyday) with a sit down and order in breakfast at Juliette's Bistro, included in your package!

Then, start the trip off right by hopping on a 4-wheeler for an island wide guided tour (Gold Upgrade) to visit all the popular beaches around the island. Several photo ops and time in the water included!

Or

Spend the day in the pool(s) or wandering the resort to see everything it has to offer!

We'll wrap the day up with an included tour of Topper's Rhum Distillery. Learn how the local favorite Caribbean Rhum is made and enjoy several tastings of the product.

The group was founded around a bunch of friends wanting to go Scuba Diving. So, we always ensure to get some diving scheduled. Don't worry! It's not a requirement of the trip!

Already certified? Get in up to 10 dives and explore the reefs and sites on the south side of the island!

Not certified? No Problem. We can get you into a course to get certified. Or, increase your certification level. Choose from Basic, Advanced, or Rescue Diver Courses to get started, or upgrade, your diving certifications.

Just want to try it out? We can do that too with a Discover Dive. Learn the basics before getting under the water with a professional instructor by your side the entire time.

Not interested in Diving? No worries. We can use these days to curate an itinerary and excursions just for you! Or you get 4 days to lounge around by the pool, on the beaches, and/or check out the spa!

We'll take the group over to the capital of the Dutch side, Philipsburg. Explore Fort Amsterdam, the boardwalk along Great Bay, spend time in the expansive shopping district, and/or get a chance for a new view from different beach!

We'll end the day with the included Group Dinner at one of our favorite local restaurants, Teppanyaki style!

Spend the day on a Private Chartered Catamaran (Platinum Upgrade). We'll sail over to the neighboring island of Anguilla to check out a couple of pristine beaches with crystal clear water. This is one of our favorites, and a highlight of the trip. Open bar, snacks, Buffet Style Lunch, and snorkeling gear included!!

Or

Use this this day as a chance to re-visit a favorite beach on Sint Maarten or toss in another excursion. Loterie Farm and the Ziplines at Rainforest Adventures are possibilities here.

We'll take the group over the the French side of the island for the day. Explore Fort St. Louis, enjoy fresh, authentic French pastries, and explore the French District shopping. We typically make it back over to Orient Beach as well as it's one of the favorite spots on the island.

End the day with the Farewell Party. We'll gather the group for a few last drinks (included) and reminisce about the epic week we've just had. You may even end up with a group nickname!

Unfortunately, every great trip must come to an end. We'll have our last breakfast at Juliette's before we start the checkout process and shuttling everyone to the Airport.

✈️ Roundtrip airfare to Sint Maarten*
🏨 Gay-friendly stay with daily premium breakfast
🍹 Welcome reception to meet fellow LGBTQ+ travelers
💸 Exclusive resort & local discounts
🚐 Roundtrip airport transfers
🏝️ Transportation to all group activities and attractions
🌇 Day trips to Phillipsburg and the French side
🥃 Toppers Rhum Distillery Tour
🎉 Farewell Party
💰 All gratuities included
🎁 Custom swag (shirts, bags & more)
🎊 Fun surprises throughout the trip
🌈 A fabulous group of LGBTQ+ travelers who love sun, sea & adventure

Airfare based on rates from the continental U.S. (travel from Hawaii, Alaska, or abroad may increase cost)

Includes everything in the Silver Package, plus:
Island Tour by ATV – explore Sint Maarten like a local and discover hidden beaches, scenic lookouts, and secret island gems!

Includes everything in the Gold & Silver Package, plus:
Private Catamaran Charter – sail, sip, and soak up the Caribbean on your own luxury catamaran for the ultimate day at sea.

Non-refundable

Deposit: $500 per person through October 31 2026. 30% of package price after that.

Book now before the prices go up. We can only guarantee these rates through October 31 2026.

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